THE SIMPLE PREPARATION OF ALDEHYDES AND KETONES BY THE PHOTO-OXYGEN REARRANGEMENT OF NAPHTHO[1,8-DE]DITHIIN MONOOXIDES

被引：32

作者：

FURUKAWA, N

FUJII, T

KIMURA, T

FUJIHARA, H

机构：

来源：

CHEMISTRY LETTERS | 1994年 / 06期

关键词：

D O I：

10.1246/cl.1994.1007

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Naphthalene-1,8-dithiol reacted with aldehydes to give dithioacetals which were oxidized to 2-substituted naphtho[1,8-de]1,3-dithiin-1-oxides (4). 2,2-Disubstituted naphtho[1,8-de]1,3-dithiin-1-oxides (5) were obtained on treatment of 4 with NaH/electrophiles. Photolysis of 4 and 5 undergoes intramolecular oxygen rearrangement to generate aldehydes and ketones quantitatively together with naphthalene-1,8-dithiole.

引用

页码：1007 / 1010

页数：4

共 42 条

[1]

BALLINI R, 1990, SYNTHESIS-STUTTGART, P336

[2]

BLOCK E, 1978, REACTIONS ORGANOSULF, V37, P56

[3]

CHATTOPADHYAYA JB, 1973, TETRAHEDRON LETT, P3735

[4] COMPARISON OF THE PHOTOOXIDATIONS OF 1,5-DITHIACYCLOOCTANE, 1,4-DITHIANE, AND PENTAMETHYLENE SULFIDE - ANOTHER EXAMPLE OF REMOTE PARTICIPATION DURING PHOTOOXIDATION AT SULFUR [J].